
House holiday rentals in St. Helena
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Top-rated house rentals in St. Helena
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Popular amenities for St. Helena house rentals
House rentals with a pool

Vineyard Vista, Modern Farmhouse Cottage with Pool
This place was absolute perfection. The house is adorable, well decorated, comfortable, fabulous kitchen and comfortable beds. Plus coffee was there for us and a generous amount of cooking basics. We had 2 kids with us who loved roaming around the yard and the private location meant they could be as loud as they wanted while playing in the pool. The lounge chairs on the deck were perfect spot for morning coffee, afternoon cocktails and nighttime tea before bed. There were a few cuddly blankets that were great for the chilly mornings. The neighboring cows were talkative and there were a few roosters nearby and some coyotes at night - it felt like we were really in the country but also so close to charming Healdsburg. We are already planning our return trip!

PrivateWarm&Cozy+Spa+Pool+FirePit+Wi-Fi!
We had a wonderful experience having a small family reunion here. We had two older adults who use walkers and a baby, so I wanted to make sure that the house could accommodate all of us. Place was perfect for this with 3 bedrooms on the first floor, and only a couple steps to manage into the front door. Robin and other hosts were really helpful in answering all of my questions prior to the booking (and after). Loved the pool, hot tub and gazebo sitting area. Used the grill for family dinners. Will treasure our memories here!

Stunning Estate home near Healdsburg/Wineries
This Airbnb was AMAZING!!! My friends and i absolutely loved staying here. The location was great for the wineries we went to which were sterling vineyard and Caymus. The only downfall was the pool rules and hours, also no microwave in the home. Either way i would definitely book this airbnb again!

Serene Wine Country Retreat with Pool & Hot Tub
I almost don't want to tell you how good this place is, so we can rent it again sometime. :-) But it's that good. We visited over spring break with our daughters, eight and 11, and had one of the most amazing stays we've ever had at an Airbnb. The home, the land, the pool, and the local area are all 100% amazing. And the sunsets. You know how you sometimes stay at Airbnb's where you feel like the hosts did the bare minimum to qualify to list it? This is *not* that place. There is everything you need and more. Thank you so much SatKartar!

Luxury home (+ pool house) with views, pool & spa
Andrew’s house is spectacular. We had such a great time and there was so much space for everyone. The kids loved the pool and we watched the Warriors games in the pool house. The property landscaping was beautiful also. Andrew was a great communicator. I would highly recommend his place for a great getaway.

Sebastopol Gem, The Birdhouse. Hottub. Pool. Views
I loved this place. It was beautifully decorated and had amazing views. The pool was an added benefit on hot days! It’s somewhat small for a group because it only has one bedroom but still worth the experience.

Happy House Getaway - Pool, Hot Tub & Wine Country
10/10 I stayed here with my girlfriend and my dog and it was really peaceful and had a great time,the pool and jacuzzi was amazing and the house was really clean🙌🏽😄

Sonoma 14Acres, 2BR 2BA, Pool HotTub, Plaza 3 mi.
We celebrated our honeymoon in Sonoma and couldn’t have picked a better place to stay. The home was spotless, beautifully designed, and had all the thoughtful touches that made it feel special—fresh flowers, local wine, and cozy spots to relax after wine tasting all day. The setting was peaceful and private, yet close to everything we wanted to explore. Our host was incredibly welcoming and responsive, which made our stay completely stress-free. This place truly made our honeymoon unforgettable—we can’t wait to come back!
Weekly house rentals

Riverlands 2 bed1 bath Luxurious Riverfront Living
The host was very accommodating and responsive. The rental was amazing. Love the open concept overlooking the river and trees. The kitchen was huge and had all the cookware and accessories we needed. Loved the modern bathroom and beautiful shower. Overall, we loved the rental, and would love to come back and stay again.

Downtown St. Helena Vineyard Cottage
Pictures don’t do it justice! It’s so cute and you can walk to model bakery from the Airbnb in ten minutes or so. Lovely views and just the best little small Napa getaway. Also Emilia responds quickly and gets you paper towels when you run out really quick!

Casa Alta with Hot Tub near Oxbow Market!
Thanks to Belinda for allowing us a great place to stay during BottleRock. The place is exactly as advertised with three bedrooms two bathrooms a well stocked kitchen and a great back patio. Check out instructions were not overly burdensome either. It was a short five minute walk from the house down to the venue for a Bottlerock.

Sonoma County Historical Ranch House on a Vineyard
My girlfriend (now fiance) and I loved this home. It was beautiful to wake up and look in the backyard and just see a vineyard everyday. Pretty much has anything and everything you could think about needing at a home! The grill and hot tub were great to use! We took this time to celebrate our anniversary while also getting engaged at a winery nearby. The drive to the town was short and there was a gas station just right before going in. The privacy of the location is great and really gave us that comfortable setting to where we could be ourselves.

Downtown Napa Retreat-Walking Distance to Main St.
Charming place that was very well located - easy walk to everything but nice and quiet neighborhood. Very nice and thoughtful extras provided. Hosts were super responsive. Would stay again.

Charming Wine Country cottage close to downtown
Great place for a couple to stay. Nice walk to town for coffee. House is very modern and clean.

MaisonFleurie Private Retreat
My husband and I, along with another couple, stayed in the house together for a long weekend. It was perfect for us. Each couple had their own space and then we were able to enjoy the common spaces together. The house was beautifully appointed and very clean. Andre was a great host and very responsive. Recommend this home as a central place to stay when visiting Napa Valley.

w/ Hot Tub & Detached Office, Modern 3BR in Napa!
Steve’s house is a top notch choice to stay in Napa: a great living room space, a modern kitchen, clean, lovely back yard. Steve responds promptly, proactively. I highly recommend his house for people who look for a comfortable, modern space to stay in Napa.
Private house rentals

Stunning Golf Course Retreat: Pool, BBQ, Fire Pit
Very nice place! Great location enjoyed our trip very much- would def stay here agin. The hostess was very great with communication and the entire experience was very easy

Wine Country Retreat with Vineyard Views
We loved Sierra's place. The home is very conveniently located close to the main street where we could access restaurants and cafes daily. We mostly walked to grab food and drinks and drove when accessing vineyards nearby. Her home was pristine and beautiful. The outdoor spaces are lovely and we took advantage of them every day. It's a great place to relax and enjoy beautiful Napa. Sierra also gave as an extensive list of recommendations that we used for our planning purposes. Her home is also stocked with everything we needed. We would go back in a heartbeat!

Urban Retreat in the Heart of Napa Valley!
We had a fantastic stay! The location was perfect, and the home was exactly as described - clean, comfortable, and well-equipped. Suzanne was incredibly responsive and made the experience seamless. Highly recommend!

Wine Country Retreat- Privacy-Spa/Pool/Games
Amanda's place is absolutely the place you want to stay in. My girlfriend and I stayed here for her birthday trip to Napa and it definitely worth the money and time spent here. Location is perfect for both privacy and closeness to numerous surround long towns with tons to do and just a short drive to both Napa and Sonoma county The house itself is beautiful, extremely clean and organized, fantastic views from any location inside the house. Bedrooms were super comfortable with luscious space Multiple bathrooms made it great for getting ready to go out and about Kitchen has everything you need The property was great private but doesn't feel desolate The pool was great the hot tub was so relaxing The detached game room made for some great fun at the end of the nights All in all amanads place was amazing and I would absolutely recommend to someone staying in the area If I return I will definitely be rebooking this listing Thank you again for the great hosting!

Heart of Napa Valley - 2BR Retreat
Great little home and location for a place to stay in expensive downtown St Helena, only note to make is that if you have a pet the backyard is not enclosed.

Calistoga Dream Inn
Had an amazing stay at David’s location. Was in town for a wedding and it had all we needed from iron + steamer, makeup wipes in every restroom and a fully stocked kitchen! Amazing location and would love to return for our next visit

Calistoga Tejas Trails
Beautiful, peaceful surroundings. Was clean and well stocked. Communication was great, would definitely recommend.

The Dragonfly Healdsburg
Truly an impeccable property! Not only was it beautiful and looked just like the photos, but it was so clean. The appliances were top notch, kitchen stocked with everything you need to cook. The pool/hot tub and the outdoor space was simply divine and definitely was the highlight for us. We actually made an effort to stay in as much as possible because we loved the home so much. It was nice to see all the farm animals and friendly neighbors on our walks as well. I’ve rented many Airbnb’s but this was by far the best place we ever rented. We had an amazing time and would love to return.
Quick stats about house rentals in St. Helena
Total rentals
120 properties
Total number of reviews
1K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Lake Berryessa
- Jenner Beach
- Bolinas Beach
- Muir Woods National Monument
- Rodeo Beach
- Clam Beach
- China Beach, San Francisco
- Black Sands Beach
- Golden Gate Bridge
- Children’S Fairyland
- Drakes Beach
- Limantour Beach
- Pier 39
- Six Flags Discovery Kingdom
- Point Reyes National Seashore
- Schoolhouse Beach
- Chandon
- Dominus Estate
- Santa Maria Beach
- Doran Beach
- Safari West
- Palace of Fine Arts'`
- San Francisco Museum of Modern Art
- Caymus Vineyards